Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Succinimide | HCID 11439 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Product | HCID 15696556 | HCID 15696556 | — |
Reaction Steps
To a mixture of 28.64 g of succinimide in 1200 cm3 of isopropanol cooled to -10° C., 32.8 g of sodium borohydride is added, with agitaton for 4 hours, while maintaining the temperature at -10° to 0° C. Every 15 minutes 15 drops of a 2M solution of hydrochloric acid in isopropanol is added. Operating at 0° to +2° C., the reactional mixture is then taken to pH 2-3 by the addition of a 2N solution of hydrochloric acid in isopropanol, then agitated for 2 hours at the same temperature. Neutralization is then done by the addition of a saturated solution of potassium hydroxide in isopropanol, operating at -°C. The isopropanol is evaporated off under reduced pressure, and after extracting with chloroform, filtering and evaporating off the solvent under reduced pressure, 20.5 g of the expected product is obtained, m.p. 68° to 71° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04810722 |
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| Source dataset | uspto-grants-1989_03 |
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| ORD ID | ord-46f30fef453b4b82a0a1c9f1450072d3 |
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| Source note | uspto-grants-1989_03 |
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